• Title/Summary/Keyword: 2,5-Di-(2-hydroxyethoxy)-4-nitrostilbene

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Synthesis and Characterization of Polyurethanes Containing the NLO-phore Dioxynitrostilbene

  • Lee, Ju-Yeon
    • Macromolecular Research
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    • v.8 no.3
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    • pp.137-141
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    • 2000
  • 3,4-Di-(2'-hydroxyethoxy)-4-nitrostilbene (2) was prepared by the reaction of 2-iodoethanol with 3,4-dihydroxy-4-nitrostilbene (1). Diol 2 was condensed with 2,4-toluenediisocyanate ,3,3-dimethoxy-4,4'-biphenylenediisocyanate , and 1,6-hexamethylenediisocyanate to yield polyurethanes 3, 4, and 5 containing the NLO-chromophore. Polymers 3-5 were soluble in common organic solvents such as acetone and DMSO. The glass transition temperatures(T$\sub$g/) of the resulting polymers 3-5 were obseved around 100-114$^{\circ}C$. Electrooptic coefficients (r$\sub$33/) of the poled polymer films were in the range of 18-25 pm/V at 633 nm. Polymers 3-5 began to decompose around 250$^{\circ}C$ in TGA thermograms.

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Preparation and Nonlinear Optical Properties of Novel Polyesters with Enhanced Thermal Stability of Second Harmonic Generation

  • Kim, Jin-Hyang;Won, Dong-Seon;Lee, Ju-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.29 no.1
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    • pp.181-186
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    • 2008
  • 2,5-Di-(2'-hydroxyethoxy)-4'-nitrostilbene (3) was prepared and polycondensed with terephthaloyl chloride, adipoyl chloride, and sebacoyl chloride to yield novel T-type polyesters (4-6) containing the NLO-chromophores dioxynitrostilbenyl groups, which constituted parts of the polymer backbones. Polymers 4-6 are soluble in common organic solvents such as acetone and N,N-dimethylformamide. They showed thermal stability up to 260 oC in thermogravimetric analysis with glass-transition temperatures obtained from differential scanning calorimetry in the range 90-95 oC. The second harmonic generation (SHG) coefficients (d33) of poled polymer films at the 1064 nm fundamental wavelength were around 1.42 ´ 10-9 esu. The dipole alignment exhibited high thermal stability up to 5 oC higher than glass-transition temperature (Tg), and there was no SHG decay below 100 oC due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

Synthesis and Nonlinear Optical Properties of Novel Y-Type Polyesters with Enhanced Thermal Stability of Second Harmonic Generation

  • Kim, Jin-Hyang;Lee, Ju-Yeon;Won, Dong-Seon;Rhee, Bum-Ku
    • Macromolecular Research
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    • v.15 no.6
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    • pp.506-512
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    • 2007
  • 2,3-Di-(2'-hydroxyethoxy)-4'-nitrostilbene (3) was prepared and condensed with terephthaloyl chloride, adipoyl chloride, and sebacoyl chloride to yield novel Y-type polyesters (4-6) containing the NLO-chromophores 2,3-dioxynitrostilbenyl groups, which constituted parts of the polymer backbones. Polymers 4-6 were soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymers 4-5 showed thermal stability up to $300^{\circ}C$ in thermogravimetric analysis with glass transition temperatures $(T_g)$, obtained from differential scanning calorimetry, in the range $81-95^{\circ}C$. The second harmonic generation (SHG) coefficients $(d_{33})$ of the poled polymer films at the 1064 nm fundamental wavelength were around $3.68{\times}10^{-9}$ esu. The dipole alignment exhibited high thermal stability up to $T_g$, and there was no SHG decay below $T_g$ due to the partial main-chain character of the polymer structure.